Enantioselective Chemical Synthesis, 1st Edition

  • Published By:
  • ISBN-10: 0128001518
  • ISBN-13: 9780128001516
  • DDC: 541.223
  • Grade Level Range: College Freshman - College Senior
  • 334 Pages | eBook
  • Original Copyright 2013 | Published/Released June 2014
  • This publication's content originally published in print form: 2013

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Written by world-renowned and best-selling experts, Nobel Laureate E. J. Corey and Laszlo Kurti, Enantioselective Chemical Synthesis offers an authoritative and comprehensive overview of the field's progress; the processes and tools for key formations; future development for complex, stereocontrolled (enantiomeric or diastereoisomeric) molecules; and valuable examples of multi-step syntheses. Utilizing a color-coded scheme to illustrate chemical transformations, Enantioselective Chemical Synthesis provides clear explanation and guidance through vital asymmetrical syntheses and insight into the next steps for the field. Researchers, professionals, and academics will benefit from this valuable, thorough, and unique resource. In Part I, the authors present clearly, comprehensively and concisely the most useful enantioselective processes available to synthetic chemists. Part II provides an extensive discussion of the most logical ways to apply these new enantioselective methods to the planning of syntheses of stereochemically complex molecules. This hitherto neglected area is essential for the advancement of enantioselective synthesis to a more rational and powerful level. Part III describes in detail many reaction sequences which have been used successfully for the construction of a wide variety of complex target molecules.

Table of Contents

Front Cover.
Half Title Page.
Other Frontmatter.
Title Page.
Copyright Page.
1: Tools for Enantioselective Synthesis.
2: Tools for Enantioselective Synthesis: Contents.
3: Enantioselective Addition of H2 to C=C.
4: Enantioselective α,β-Reduction of C=C-C=O.
5: Enantioselective Addition of H2 to C=O.
6: Enantioselective Reduction of C=O.
7: Enantioselective Addition of H2 to C=N.
8: Enantioselective Reduction of C=N.
9: Enantioselective Reduction of α,β-Reduction of C=C-C=O.
10: Enantioselective Reduction of C=N.
11: Enantioselective Epoxidation of C=C.
12: Enantioselective Epoxidation of C=C-C=O.
13: Enantioselective Dihydroxtlation of C=C.
14: Enantioselective Aziridination of C=C.
15: Enantioselective Addition of H-Y to C=C.
16: Nucleophilic Addit. of Heteroatioms to C=C.
17: α-Functionalization of Carbonyl Compounds.
18: Enantioselective α-Alkylation - Part I..
19: Enantioselective α-Alkylation - Part II..
20: Stereocontrolled Aldol Reaction.
21: Addition of sp3 C-Nucleophiles to C=O.
22: Addition of sp2 C-Nucleophiles to C=O.
23: Addition of Sp C-Nucleophiles to C=O.
24: Addition of Allylic Nucleophiles to C=O.
25: Propargylation and Allenylation of C=O.
26: Addition of Stabilized Carbanions to C=O.
27: Enantioselective Cyanosilylation of C=O.
28: Enantioselective Carbonyl ENE Reaction.
29: Enantioselective Mannich Reaction.
30: Enantioselective Strecker Reaction.
31: Addition of sp3 C-Nucleophiles to C=N.
32: Addition of Sp and sp2 C-Nucleophiles to C=N.
33: Metal-Catalyzed Conjugate Addition.
34: Conjugate Addition of Stabilized C-Anions.
35: Coupling RXNS of Π-Allyl-Metal Complexes.
36: Metal-Cataluzed C-H Functionalization.
37: Enantioselective Claisen Rearrangement.
38: Enantioselective Cope Rearrangement.
39: Enantioselective [2-3]-Rearrangement.
40: Stereoselective All-Carbon ENE-Reaction.
41: Enantioselective Stetter Reaction.
42: Baylis-Hillman and Related Reactions.
43: Aromatic Substitution Reactions.
44: Enantioselective Diels-Alder Reaction.
45: Enantioselective-[3+2]-Cycloaddition.
46: Enantioselective All-C-[2+2]-Cycloaddition.
47: Hetero-[2+2]-Cycloaddition Reactions.
48: Enantioselective-[2+1]-Cycloaddition.
49: Complex Pseudo-Cycloaddition Reactions.
50: Intramolecular Michael Addition.
51: Intramolecular 1,2-Addition to C=O.
52: Enantioselective Pauson-Khand Reaction.
53: Cyclization Catalyzed by Rh-Complexs.
54: Enantioselective Heck Reaction.
55: Cyclization Via Π-Allyl-Metal Complexes.
56: Enantioselective Nazaroc Cyclization.
57: Pictet-Spengler and Related Cyclizations.
58: Enantioselective Olefin Metathesis.
59: Symmetry-Breaking Reactions.
60: Planning Enantioselective Syntheses of Complex Molecules: Logic, Strategies, Stereocontrol.
61: Planning Enantioselective Syntheses.
62: Enantioselective Multi-Step Synthesis: Examples.
63: Examples of Enantionselective Synthesis.
64: Examples of Enantioselective Synthesis Contents.
65: Glycinoeclepin A.
66: Ecteinascidin 743.
67: (+)-Miroestrol.
68: (–)-Neotripterifordin.
69: Aflatoxin B2.
70: (+)-Paeoniflorin.
71: (+)-Gracilin B & (+)-Gracilin.
72: (+)-Nicandreone 1.
73: (+)-Okaramine N.
74: (+)-Austamide.
75: (–)-Aspidophytine.
76: Dolabellanes (Part I).
77: Dolabellanes (Part II).
78: Dolabellanes (Part III).
79: Saliinosporamides.
80: Lactacystin & Omuralide.
81: (–)-Antheliolide A.
82: Caryophylloids.
83: (–)-Oseltamivir (Tamiflu™).
84: (+)-Pentacycloanammoxic Acid.
85: (±)-Pentacycloanammoxic Acid.
86: Atractyligenin.
87: Pseudopterosins.
88: (+)-Pseudopteroxazole.
89: (+)-Desogestrel.
90: (+)-Estrone.
91: (+) & (–)-Epibatidine.
92: (+)-Eunicenone.
93: (+)-Cassiol.
94: (–)-Ovalicin.
95: (–)-Dysidiolode.
96: Antheridic Acid.
97: 3 β,20-Dihydroxyprotost-24-Ene.
98: (+)-Dammarenediol II.
99: (+)-Lanostenol.
100: (+)-Protolimonoid.
101: (+)-α-Onocerin.
102: (–)-Serratenediol.
103: (–)-Scalarenedial.
104: Polyprenodis of Sedimentary Origin.
105: Triterpenes of the β-Amyrin Family.
106: (–)-Glabrescol & Isomers.
107: (+)-Dafachronic Acid A.
108: (+)-Brefeldin A.
109: Colneleic Acid.
110: (+)-Arborone & (–)-Georgyone.
111: (+)-(11R,12S)-Oxidoarachidonic Acid.
112: (–)-Wodeshiol.
113: (–)-Sirenin.